Culture

  • Wassail Weekend in Woodstock 2025

    More to come as we approach Wassail Weekend, December 12-14, 2025. Enter to win a Wassail weekend getaway here. Apply to be a vendor at the Wassail Artisan Market here. 

  • How to Enjoy the Holiday Season in Woodstock

    Woodstock, Vermont, offers a captivating holiday journey, intertwining age-old traditions with modern charm. Revel in the vibrant festivities of a New England Thanksgiving, Wassail Weekend, or explore artisanal treasures in local shops, and bask in winter’s serenity or adventures outdoors.

  • Fun Things To Do in Woodstock VT This March

    A Vermont tradition, sugaring season is a festive time of year to celebrate and witness the harvest of maple syrup across the state and right here in our village. But there’s more to March than maple syrup, read on for more of the fun things to do in Woodstock this month.

  • What To Do in Woodstock VT This February

    Whether you’re looking for a cozy weekend away, a romantic escape or somewhere to bring the kids during February vacation, Woodstock, VT is sure to provide the perfect backdrop for your next getaway. 

  • January in Woodstock

    Discover the peaceful beauty of Woodstock, Vermont, in January. From outdoor adventures and cultural enrichment to relaxing retreats, explore the many facets of our idyllic town in winter

  • What is Wassail Anyway?

    Did you know that the magic of Wassail Weekend goes beyond its festive charm and vibrant merrymaking? It is a journey through time, a bridge connecting Woodstock’s modern-day vibrancy with ancient English tradition.

  • Small Business Saturday in Woodstock, VT

    As the holiday season unfolds, our picturesque town not only beckons visitors with its festive spirit but also offers a treasure trove of unique gifts waiting to be discovered. Our carefully curated gift guide showcases the finest from Woodstock’s small businesses, each item telling a story of craftsmanship, tradition, and local pride. Dive in to find that perfect gift and, in doing so, support the community that crafts these timeless wonders. More options are available to those who wander Central St themselves as well! 

  • October in Woodstock

    Discover Woodstock, Vermont in October and be captivated by the stunning fall foliage. Engage in harvest festivals, apple picking, and embrace the spirit of Halloween. 

  • How To Guide: Fall Foliage Photography

    Let the landscapes do the work this fall – just point and shoot! Nature sets the stage in Woodstock, VT with fiery autumnal hues in all directions. Create memories and capture the perfect photos this fall in the most idyllic New England town.